One-Pot Regioselective Synthesis of Chromanyl(phenyl)-λ³-iodanes:  Tandem Oxidative Cyclization and λ³-Iodanation of 3-Phenylpropanols

Abstract

Reaction of 3-phenylpropanol with an activated iodosylbenzene-18-crown-6 complex [PhI(OH)BF4-18C6] in dichloromethane in the presence of BF3-Et2O afforded directly the 6-chromanyl(phenyl)-lambda3-iodane-18C6 complex through tandem oxidative intramolecular cyclization yielding chroman and its regioselective phenyl-lambda3-iodanation.